3-methylene-5-phenyltetrahydro-2H-pyran

Base Information

• Chemical Name: 3-methylene-5-phenyltetrahydro-2H-pyran
• CAS No.: 126983-79-7
• Molecular Formula: C₁₂H₁₄O
• Molecular Weight: 174.243
• Mol file: 126983-79-7.mol

Synonyms:3-methylene-5-phenyltetrahydro-2H-pyran

Chemical Property of 3-methylene-5-phenyltetrahydro-2H-pyran

Chemical Property:

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Technology Process of 3-methylene-5-phenyltetrahydro-2H-pyran

There total 4 articles about 3-methylene-5-phenyltetrahydro-2H-pyran which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 79.0%

2-methylene-4-phenylpentane-1,5-diol → 3-methylene-5-phenyltetrahydro-2H-pyran (126983-79-7)

Guidance literature:

With titanium(IV) isopropylate; 4 A molecular sieve; triphenylphosphine; palladium diacetate; In toluene; for 1.5h; Heating;

DOI:10.1021/ol701553j

Reference yield:

styrene oxide (96-09-3) → 3-methylene-5-phenyltetrahydro-2H-pyran (126983-79-7)

Guidance literature:

Multi-step reaction with 2 steps

1.1: n-BuLi; TMEDA / diethyl ether / 25.5 h / -78 - 20 °C

1.2: MgBr₂ / diethyl ether / 0 - 20 °C

1.3: 61 percent / tetrahydrofuran; diethyl ether / 2 h / 20 °C

2.1: 79 percent / triphenylphosphine; Ti(Oi-Pr)4; molecular sieves 4 Angstroem / Pd(OAc)2 / toluene / 1.5 h / Heating

With titanium(IV) isopropylate; n-butyllithium; N,N,N,N,-tetramethylethylenediamine; 4 A molecular sieve; triphenylphosphine; palladium diacetate; In diethyl ether; toluene;

DOI:10.1021/ol701553j

Reference yield:

C18H19O2(1-)*Cl(1-)*Mg(2+) → 5-methylene-2-phenyltetrahydro-2H-pyran (126983-78-6) + 3-methylene-5-phenyltetrahydro-2H-pyran (126983-79-7)

Guidance literature:

With palladium diacetate; triisopropyl phosphite; In tetrahydrofuran; at 70 - 80 ℃; for 48h; Yield given. Yields of byproduct given;

DOI:10.1016/S0040-4039(01)80529-3

upstream raw materials:

styrene oxide